22893-78-3

Upstream product

• 113533-83-8 Pent-4-enyl 2,3-di-O-acetyl-4,6-O-benzylidene-D-glucopyranoside 
• 180980-45-4 acetyl 2,3-di-O-acetyl-4,6-O-benzyliden-D-glucopyranoside 
• 3006-41-5 4,6-O-benzylidene-D-glucose 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 2280-44-6 D-Glucose 

Downstream Products

• 133399-02-7 Acetic acid (2S,3aR,4aR,7R,8aR,9S,9aR)-2-ethoxy-2-methyl-7-phenyl-hexahydro-[1,3]dioxolo[4',5':5,6]pyrano[3,2-d][1,3]dioxin-9-yl ester 
• 180782-72-3 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate 
• 143995-54-4 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl bromide 
• 1009006-53-4 4-methoxyphenyl 2,3-di-O-acetyl-4,6-di-O-benzylidene-β-D-glucopyranoside 
• 197916-06-6 methyl (11S)-11-[[(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoate 
• 197916-04-4 methyl (11S)-11-[[(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoate 
• 180782-81-4 (S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,3-(B)-lactone 
• 180782-75-6 1-(methoxycarbonyl)pentadec-10(S)-yl O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 
• 180782-78-9 1-(hydroxycarbonyl)pentadec-10(S)-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 
• 245450-72-0 hept-6-enoic acid 4,5-bis-benzyloxy-2-{7-benzyloxy-2-phenyl-6-[2,2,4-trimethyl-6-(1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester 
• 245450-69-5 hept-6-enoic acid 4,5-bis-benzyloxy-2-{8-benzyloxy-2-phenyl-6-[2,2,4-trimethyl-6-(1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester 
• 245450-68-4 acetic acid 4,5-bis-benzyloxy-2-{8-benzyloxy-2-phenyl-6-[2,2,4-trimethyl-6-(1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Oligosaccharide compound and its manufacture and its intermediate

The purpose of the present invention is to provide an oligosaccharide with high versatility that can produce a protected sulfate oligosaccharide that can become a manufacturing intermediate of polysulfated hyaluronic acid, and to provide a manufacturing method therefor and an intermediate thereof. Position 2 amino groups in glucosamine, galactosamine, and the like can react with saccharide receptors having an electron attracting group such as glucuronic acid and protected sulfate groups, by using a saccharide donor protected by a specific protective group.

Efficient total syntheses of resin glycosides and analogues by ring-closing olefin metathesis

A highly efficient entry into the resin glycoside family of natural products is outlined which takes advantage of the inherently modular character of ring-closing metathesis (RCM) for the formation of their macrolactone substructures. Starting from only t

A versatile strategy for the synthesis of complex type N-glycans: Synthesis of diantennary and bisected diantennary oligosaccharides1

Based on readily available glucose, 2-azido-glucose, mannose, and N- phthaloyllactosamine building blocks 5, 6, 8, and 13 a highly versatile strategy for the synthesis of complex type and bisected complex type N- glycan residues is established; this is demonstrated for the synthesis of nonasaccharide 1 and decasaccharide 2, respectively. The glucose residue g finally provides regioselective access to the 3-, 4-, and/or 6-hydroxy groups for antenna attachment, introduction of the bisecting N-acetylglucosamine residue, and epimerisation at C-2 in order to generate the required β- linked mannosyl residue c.

Total synthesis of tricolorin A

Tricolorin A (1) is a novel tetrasaccharide macrolactone that is a natural herbicide. In this paper is reported a total synthesis of 1. Coupling of hydroxy ester 18 with D-fucosyl trichloroacetimidate 23 gave fucoside 24. Removal of he C-2 pivaloyl group

n-Pentenyl glycoside based methodology for determining the relative reactivities of variously protected pairs of glycosides

The relative rate of hydrolysis of an α/β anomeric pair of glycosides is generally considered to provide insight into various factors that influence anomeric reactivity. However the fact that such hydrolyses are usually carried out with aqueous acids severely limits the range of substrates that can studied. This limitation is overcome with n-pentenyl glycosides (NPGs) which are hydrolyzed under neutral, oxidative conditions. A procedure is described in which a pair (e.g. α1/β1, α1/β2, β1/β2,etc.) of NPGs is made to compete for an insufficient amount of N-bromosuccinimide, the relative rates of reaction being determined from HPLC peak heights of the unreacted starting materials. Some commonly used acid labile protecting groups, e.g. cyclic acetals and acetyl, are shown to exert profound effects upon relative and absolute rates of anomeric activation.